1

I got the text on Friday afternoon, just as I was heading home for the

weekend. I glanced at my phone as I left the building and stopped dead

in my tracks.

I didn't recognize the number, but the text sure got my attention.

"Hello Sean," it read, "or should I say "Sissy Sean."

I was standing in the parking lot trying to decide whether to block this

guy or just ignore the text when his next message arrived. "I don't know

if you remember me," he wrote, "but I remember you, enough to recognize

you when I was browsing some of the submissive sissy groups on Fetlife

earlier today."

I decided to call his bluff. "Sorry dude," I wrote, "I think that you've

got the wrong guy." I didn't move for a full minute, waiting for the

reply.

Nothing happened. I took a deep sigh of relief and got into my car.

That was close.

As you might have guessed, I am a sissy, or at least I am on the

weekends. I usually go home and get all dolled up for a weekend of sissy

fun. And yes, I frequently get a little drunk and start taking pictures,

which I do post to my Fetlife profile.

I'm always careful not to show my face in these pictures unless I'm

fully dolled up with makeup and wig to hide my identity.

I must admit that I was a little disappointed that this mystery man gave

up so easily. I was fantasizing about what might happen if I texted him

back saying, "Yes, Sir, I am a sissy. What are you going to do about

it?"

My cock was throbbing at the thought. It was everything that I could do

not to go back to my desk and retrieve the key to my chastity device.

You see, lately I've taken to locking myself up while I am at work so

that I'm forced to spend the whole weekend frustrated and horny.

I love being frustrated and horny for long periods of time. On occasion

I have gone as far as to drop the key to my chastity into the company

mail drop on Friday afternoon, knowing full well that the mailman has

already stopped by. That means that the mail won't actually go out until

Monday, and that I won't see my key again until Wednesday at the

earliest.

In fact, I had posted an ad on a Fetlife Group last weekend saying that

I was looking for somebody to hold my key and keep me locked up in

chastity until I could prove that I was a perfect sissy who deserved to

be released.

I hadn't gone more than one week locked up in my chastity before, but

the thought of going weeks and weeks and weeks without any way to get

some relief had me throbbing at the thought.

I decided not to go back for my key, and was looking forward to a full

weekend of frustrated sissy bliss. Hell, I thought, I might just have to

call in sick on Monday. I even contemplated texting the mystery man back

when I got home and had a few glasses of wine to help get my courage

going.

I got on the freeway and was halfway home when my phone started buzzing

like mad. Text after text filled my phone's message screen. "You sure

this isn't you?" the caller asked. He had my Fetlife, Adult Friend

Finder and Collarme profiles. He had downloaded my sissy pictures and

started sending them to me, one after another.

Then he started sending me all of my personal information. He knew my

name, cell and work phone numbers. He knew my home address. He even had

the phone numbers and emails of my mother and sister.

That last revelation caught my attention so much that I drifted across

the lane and almost hit the car traveling next to me. I quickly swerved

back into my lane, knocking my phone onto the passenger seat floor. I

couldn't get it, but I could hear the non-stop beeps of incoming

messages.

Two seconds later I saw police lights flashing in my rearview mirror.

I've never been so nervous in my life as when I pulled over to the side

of the road and watched a giant of a police officer stride up to my

window. He asked for my license and registration. In my mind I kept

thinking about what would happen if I was arrested and taken off to jail

while wearing the panties and chastity device that were hidden under my

work clothes.

The officer noticed my reaction and asked if I was okay. He told me to

get out of the car. It was at that moment when I started getting another

barrage of my sissy pictures, each of which appeared on my phone message

screen.

Never taking his eyes off me, he reached in and retrieved my phone. He

told me to unlock it, and I was too scared to disobey.  I started to

explain, he the officer abruptly to told me to "be quiet." I did as I

was told.

The officer scrolled through my phone. "Well, sissy," he said

offhandedly, "looks like you're kind of fucked, doesn't it." I swallowed

hard and replied, "Yes, Sir."

The officer typed something into my phone. He typed several things,

acting as if I wasn't there at all. "Don't worry, sweetie," he said

while typing, "this is a good thing." Then he held up my phone and took

a picture of me with a terrified look on my face.

He laughed again and leaned in close enough to whisper in my ear.

"Sometimes we let pretty girls off with a warning. You should run home

and get all pretty, and we'll see what happens."

He leered at me for a full minute while I struggled to control my

breathing. I couldn't control my cock, which was throbbing non-stop in

its cage. There was nothing I could do. I came, and the officer noticed

the wet spot that soaked through my pants.

An evil grin spread across his face, which scared me to death. "Have a

nice weekend, Miss," he said as he walked away. He still had my phone.

I was about to say something, but he stopped me. "Don't worry, sissy,"

he said, "I'll bring this back tonight. You just go home and make

yourself pretty for me and your friend here."

He was still texting when he got back into his cruiser. I could barely

get my legs to work, but I did eventually get back into my car.

Cautiously, I merged back into traffic and made my way back to my house.

I made it home without any further incident. I found tears welling up in

my eyes as I pulled into my garage. I turned off the car and found

myself shaking with fear. I sat there crying for a good ten minutes. I

would have stayed there longer but one thought kept running through my

head. I needed to go get ready for whatever was about to happen.

I threw my clothes into the hamper and started running a hot bubble

bath. I poured myself a glass of wine and filled up my enema bottle.

When I was certain that I was "sissy clean," I got into the tub and

started shaving my face, chest and legs. On a whim I also did my arms.

When I was satisfied that I was hairless from my scalp down, I got out

of the tub and covered myself with floral-scented lotion.

I happened to have a brand new butt plug that I hadn't tried out yet

because it was too big. I was planning on working myself up to it this

weekend, but decided that I was time to get to know my new butt plug,

affectionately titled on the package as "Mr. Big Stuff."

After a lot of lubrication and another glass of wine, "Mr. Big Stuff"

popped inside and I almost came again at the sensation. I didn't know

how long I'd be able to keep the plug inside me, but I vowed to keep it

in until somebody showed up to replace it with something better.

Another glass of wine and I started dressing in my best lingerie set

plus dark, seamed stockings, my skankiest little black dress and some

strappy heels. I put on my makeup, opting for waterproof mascara and

"color stay" lipstick that's guaranteed to "last all day."

I put on my wig and checked myself in the mirror. I looked pretty good

and went to get my phone for a sissy selfie. "Oh yeah," I suddenly

remembered, "the police officer still had my phone."

I went to get another glass of wine to calm my rising fear when I heard

my computer chime in the next room. It was the mystery text man on my

Yahoo messenger account. I noticed that my phone came up as being active

as well, which meant that the police officer was probably monitoring

this conversation on my phone

"Hello, sissy," the message read. "I hear that you had a little

adventure on the way home from work."

"Yes, Sir," I typed with shaky hands.

The reply came immediately. "Good, Sissy," he said. "But we're just

getting started. Now turn on your webcam."

I hesitated for a minute until "NOW" appeared on my screen and I quickly

complied.

The image of a hard cock filled my computer screen. I just stared with

my mouth open. I must have licked my lips or something because I heard a

deep laugh come out of my speakers. "Good sissy," the mystery man said.

"Keep your eyes on my cock while we have a little chat."

We talked for the next hour. I didn't take my eyes off of the cock in

front of me and was amazed that it stayed hard the entire time.

He told me to call him "Master" or "Sir," and then started questioning

me. He asked me how long I'd been a sissy. He asked about my sexual

fantasies, as well as my actual experiences. He had me tell him my

kinkiest fantasies, and to my surprise, I found myself admitting that I

wanted to try everything from water sports to sissy hypnosis training,

electrosex and maybe even being fucked by a big dog.

Master's cock started twitch at the mention of a dog and I heard him

call out, "King, come here." I large dog poked his heard into the shot

and began licking Master's cock. Master told King to sit as he told me

that he could make all of my fantasies come true.

Master told me to go get a dildo. I started to explain that I already

had "Mr. Big Stuff" inside me, but I was sharply rebuked. "You can play

with your little butt plug later. Go get your biggest fucking dildo

now!"

I did as I was told.

There was a X Hamster playlist link on my computer when I returned.

Master told me to set my video player to full screen and to bounce up

and down on my dildo while I watched the video link. "Follow the

instructions on the video, and remember," he said in an ominous tone,

"I'm watching everything."

The video was two hours of hot women sucking hard cocks or being fucked

while text flashed by too quickly for me to read it. There was also some

strange audio playing underneath the video soundtrack.

Once again, my cock was throbbing in its cage thinking that this might

actually be one of those sissy hypnosis files I'd fantasized about.

Every few minutes a window would appear on my computer, asking if I

wanted to become a sissy cum slut. I had to click yes before the video

would start up again.

I later found out that the video masked the installation of Teamviewer

on my computer. Every time that I clicked "yes" to wanting to become a

sissy cum slut, I was actually installing the program.

I didn't care, I was so horny from watching the video that I was

operating on what Master would eventually call "sissy autopilot." It

didn't even register when he told me to type in my computer admin

password. I mindlessly did as I was told and went back to watching the

video.

The doorbell rang. The video cut off and Master told me that my date was

here. I lifted up off my dildo and felt very empty, but I did as I was

told and went to answer the door.

I have nosey neighbors, so I never answer the door when I'm dressed.

This time I didn't care. I threw open the door and broke into a smile

when I saw the police officer standing on my doorstep.

"Not bad," he said as he walked into my house. "Let's have some fun." I

closed the door and when I turned around, I wasn't even shocked to see

that the officer was unzipping his pants.

"Come here, slut," he growled. I dropped to my knees and crawled after

him as he went and sat down in front of my computer. There was no

foreplay, I simply swallowed his cock down whole and started to bob up

and down as fast as I could.

For what it's worth, I've been spending time each weekend practicing my

sissy cocksucking skills on a suction cup mounted dildo. I've sucked a

few real cocks on occasion, but always thought that I wasn't very good

at it. SO I bought a practice dildo and it quickly became apparent that

my weekly practice sessions had paid off.

At some point the officer grabbed my discarded dildo and lifting my

dress, started fucking me with it while I concentrated on his cock.

After a few minutes of my most enthusiastic cocksucking, the officer

grabbed my head and held it tightly while he rammed his cock all the way

down my throat. I felt his cock expand and was rewarded with a full load

of hot cum.

It was the first of many loads that weekend.

"Good girl," he said as he sat me down on the chair. The dildo was still

inside me. I instinctively started to bob up and down again, but he told

me to keep still.

With practiced ease, he handcuffed my hands behind my back. Then taking

a bit of rope, he tied a loop around my balls, ran it through the legs

of the chair and secured it tightly to the handcuffs. By tightly, I mean

that he yanked so hard that I thought he might rip my balls off.

The end result was that I had to arch my back to relieve the pain on my

poor balls. Taking another bit of rope, he tied it around my heels and

then pulled the ends tight, which lifted my legs up into the air and

forced all of my weight down onto the dildo lodged in my ass.

Another bit of rope secured my chest to the chair. I was tied so tightly

that I couldn't even flinch when the officer pulled a knife from his

pocket. He cut my dress open and put two clamps on my nipples.

Finally, he pulled out a marker and wrote something carefully on my

forehead. I would find out that it read "Sissy Cum Dump," followed by

some sort of a pass code.

He stepped back to admire his work. "Okay sissy," he said. "I've got to

get back to work, but I'll see you real soon."

He put my phone down on the desk and left. I didn't hear my front door

close after he went out.

It was then that I noticed that the red record light on my webcam was

on.

And then my computer sprang to life.

I watched in horror as my web browser was launched and I was logged onto

Craigslist. I watched as my cursor clicked on the "Post" button. An ad

was posted while I watched, unable to move a muscle.

Under Casual Encounters, the ad read "Sissy Cum Dump Needs Hard

Training."

"I am a sissy slut," the ad read. "I need to find a handful of men will

use train me to be the biggest sissy cum dump in town. Please come by my

house and use me like your personal cum dump. When you show up, I will

probably be tied up and waiting to serve you. All I ask is that you take

a picture of me stuffed full of your cock every time that you use me,

and that you be okay with using me multiple times each week while other

men are using my other sissy holes."

"If you want to come train me to be the biggest sissy slut in town, let

me know and we can begin ASAP."

"PS--I'm interested in all sorts of kinky stuff--everything from bondage

to water sports to the really hard stuff that will get me banned on

Craigslist. If you have a fantasy, I'm the kinky slut who will make it

come true."

I watched in horror as my computer cursor moved over to the Add Images

screen. My webcam flashed and the profile picture appeared, showing me

tied up in real time in front of my computer. I was scared shitless, but

I had to smile when I noticed that while my lips were swollen from being

abused earlier, my lipstick was still somewhat intact. I vowed then and

there to be a Color Stay Lipstick girl from that day forward.

More pictures were loaded up. Two were time stamped pictures of me

servicing the police officer. A few more were pictures from previous

sissy weekend photo sessions. The last three shots were the scariest of

them all. They were simply pictures of me as a man. It wouldn't be

difficult to see that the man in these pictures was also the sissy in

the profile shots.

I watched as the ad was posted. I saw a new email appeared in my inbox,

and my computer cursor opened it up, accepted the Craigslist terms of

service to make my ad active, and then permanently deleted the emails so

that I couldn't ever pull down the ad.

Master's webcam came back up. "Okay, slut," he said while King continued

to lap at his cock, "I can see that you enjoyed that."

"Don't worry, we're just getting started."

And with that, another sissy hypnosis porn video started playing on my

computer screen. My eyes glazed over as I watched the video, unable to

do anything but stare. Every once and a while I heard my phone buzz, and

somewhere in the back of my head I knew that it was probably somebody

replying to my Craigslist ad, but I couldn't think about that right now.

I was too busy repeating the words on my computer screen.

"I am nothing but a sissy slut," I chanted. "I am a sissy cum dump. I

need to be pretty so that I can suck lots and lots of yummy cock. Every.

Single. Day. I need to get big bimbo tits and a fat slutty ass. I need

sexy cocksucker lips so that men will want to use me as their personal

sex toy. A sissy is nothing but two holes for real men to use. I am

nothing but two holes for real men to use because I am nothing but a

sissy slut..."

I repeated this on sissy autopilot for an hour or so. I was so caught up

in my mantra that I didn't even notice when my front door opened. I

didn't notice anything until I felt some rough hands kneading my tits. I

gasped in surprise (and pain) and the clamps were pulled off my nipples.

I winced but didn't stop chanting my mantra.

"I am nothing but a sissy slut," I repeated. "I am a sissy cum dump. I

need to be pretty so that I can suck lots and lots of yummy cock. Every.

Single. Day. I need to get big bimbo tits and a fat slutty ass. I need

sexy cocksucker lips so that men will want to use me as their personal

sex toy. A sissy is nothing but two holes for real men to use. I am

nothing but two holes for real men to use because I am nothing but a

sissy slut..."

I didn't stop my mantra, even when Master's hard cock was shoved down my

throat. I couldn't really move, so I just sat there while Master fucked

my face. It was all going well until I looked up and saw Master's face.

I choked in surprise. It was Robert Peterson--my boss!

Master grinned when he saw the look of recognition on my face. "Hey

Sean," he said. "I always wanted to have my own little slut at work, but

Human Resources frowns on a boss fucking his employees. But I think we

can figure a way around that kind of stuff."

He laughed and started fucking my face in earnest.

"And if not," he continued in between thrusts, "I'll just fire your ass,

because we can't have a sissy whore like you, fucking the whole town,

and embarrassing us, at work, you slut!'

I swallowed my second load of cum. It turned out to be the second of

nineteen loads of cum that weekend. It turned out to be a slow weekend.

When he was finished, Master untied me and dragged me to the bedroom. He

sat on my bed and told me to lick his ass and balls while he read all

the Craigslist replies.

"Fuck yeah," the first one read, "I can come train this sissy every

night after I get off work. I'll fuck her raw and then tie her up so

that she's ready for the next guy. And I will take lots and lots of

pictures every time. Just send me her address." Master chuckled and

typed in my address.

"If you're serious about using a sissy for some kinky stuff, I've always

wanted to fuck a slut then pull back and piss all over her." The second

message read. "Maybe drag her to the bathroom and tie her up in the tub

so that a bunch of guys can really douse her with piss."

Master wrote back. "Don't worry about the bathroom. I'll order some

rubber sheets."

And so it went. There were a bunch of guys who wanted to come breed

during my lunch break during the day. There were plenty who promised to

stop by after work, fuck me hard and tie me up in bed so that I'd be

ready for the next few guys. And a few more who promised to wake me up

every morning by walking in and feeding me my sissy breakfast of sausage

and cream.

One man wanted to rent me for a weekend hunting trip. He needed a sissy

slut to service a group of four men in their cabin, and promised that

there would be plenty of bondage and non-stop fucking. Master responded

that I would certainly be available to serve the group, no payment

required.

And so it went. Ultimately Master found five guys who would use me early

mornings, five more for lunch and ten who wanted evenings or late

nights.

The doorbell rang. "Don't go anywhere, sissy," he said as he got up to

answer the door. "I think your date is here."

Actually, my first two dates had arrived. Steven was a middle aged white

guy with a average-sized cock. Tyrone was a young Black guy with a

stereotypically huge python hanging between his legs.

Master invited them in and asked if they were sure that they were okay

with everything in the ad. They both said yes and proceeded to undress.

Steven was content to let me swallow his cock and balls whole while

Tyrone pounded my ass like a man possessed.

Master took lots of pictures on my phone, making sure to keep Steven's

and Tyrone's faces out of the shot. My face was clearly visible.  With

their permission, he put their contact info into my phone, and used a

picture of me stuffed full of their cocks as the profile picture.

He also made sure that they wrote down the code written across my

forehead. It was a Teamviewer pass code, which would allow them to log

on and view my webcam anytime they wanted to see what was going on at

their new sissy's house.

Both men got dressed and left just as two more guys arrived. Jacob and

David both had pretty big cocks, but by this point, I was too stretched

out to do anything but lay back and take the pounding.

Master sat on the couch, watching half-heartedly while he did something

on my phone. He would get up occasionally to take a picture or to let

the next guy in, but he always went back to my phone.

I had serviced nine men (plus Master and the police man) when Master

dragged me to the bathroom and had me strip naked. I got on my knees and

leaned forward to swallow Master's cock when he pushed me back and

proceeded to fill my mouth with his piss. I swallowed some of it, but

most of it simply splashed across my body.

"Good girl," Master said and he zipped up his pants. Clean yourself up

and meet me in your bedroom.

I turned on the shower and was immediately overwhelmed by exhaustion. I

could have fallen asleep standing under the hot water, but Master called

from the other room and told me to 'hurry my sissy ass up."

On instinct, I crawled to my bedroom, still dripping wet. Master had me

lie on my back and proceeded to tie me spread eagle to my bed. The ropes

were already pretty tight, but it got worse when he looped some rope

around my balls and tied them tightly to the footboard.

In order to get some relief to my arms, I would have to shimmy up to the

point where my balls would feel like they were being ripped from my

body.

Master had found my toy drawer and fitted me out with my blindfold and

locking collar. A hollow dildo gag went in next and was lock tightly

down my throat. Master sat on the bed and put Mr. Big Stuff back in me.

I was gaping so wide that it slid in easily and Master laughed, saying

that we needed to get a bigger size.

He went back to my phone, opened the web browser and added the biggest

butt plug he could find to a shopping cart. "I took the liberty of

buying some fun toys for you," he said off handedly. "Lots of bondage

gear, a cage, a fucking machine, a remote home surveillance system, plus

a bunch of dildos and straps. You're gonna love it. It's expensive, but

I'm sure I can find some overtime so you can pay for it."

He laughed and put my thumb on the phone sensor. My thumbprint would

authorize the purchase.

Master had also ordered hormones and blockers from some site in India.

My thumb paid for a year's supply and rush shipping.

Finally there was more than $1000 of slutty clothing, makeup, lingerie

and heels. Everything was rush ordered and scheduled to arrive on

Monday. I would be taking a sick day so that I could be home to accept

all the deliveries.

With that Master told me to get some rest, as I had a lot of sissy slut

work to do tomorrow. He put my phone on the charger and pressed play on

an audio file that would repeat on a loop all night long.

I smiled as I heard my voice coming out of my phone. Master had recorded

me chanting my sissy mantra. It would play over and over all night long

while I slept, dreaming kinky sissy dreams.

Kinky sissy dreams that were undoubtedly about to all come true.

I groaned in satisfaction as I heard, "I am nothing but a sissy slut. I

am a sissy cum dump. I need to be pretty so that I can suck lots and

lots of yummy cock. Every. Single. Day. I need to get big bimbo tits and

a fat slutty ass. I need sexy cocksucker lips so that men will want to

use me as their personal sex toy. A sissy is nothing but two holes for

real men to use. I am nothing but two holes for real men to use because

I am nothing but a sissy slut. I am a sissy cum dump. I need to be

pretty so that I can suck lots and lots of yummy cock. Every. Single.

Day. I need to get big bimbo tits and a fat slutty ass. I need sexy

cocksucker lips so that men will want to use me as their personal sex

toy. A sissy is nothing but two holes for real men to use. I am nothing

but two holes for real men to use because I am nothing but a sissy slut.

I am a sissy cum dump. I need to be pretty so that I can suck lots and

lots of yummy cock. Every. Single. Day. I need to get big bimbo tits and

a fat slutty ass. I need sexy cocksucker lips so that men will want to

use me as their personal sex toy. A sissy is nothing but two holes for

real men to use. I am nothing but two holes for real men to use because

I am nothing but a sissy slut. I am a sissy cum dump. I need to be

pretty so that I can suck lots and lots of yummy cock. Every. Single.

Day. I need to get big bimbo tits and a fat slutty ass. I need sexy

cocksucker lips so that men will want to use me as their personal sex

toy. A sissy is nothing but two holes for real men to use. I am nothing

but two holes for real men to use because I am nothing but a sissy slut.

I am a sissy cum dump. I need to be pretty so that I can suck lots and

lots of yummy cock. Every. Single. Day. I need to get big bimbo tits and

a fat slutty ass. I need sexy cocksucker lips so that men will want to

use me as their personal sex toy. A sissy is nothing but two holes for

real men to use. I am nothing but two holes for real men to use because

I am nothing but a sissy slut. I am a sissy cum dump. I need to be

pretty so that I can suck lots and lots of yummy cock. Every. Single.

Day. I need to get big bimbo tits and a fat slutty ass. I need sexy

cocksucker lips so that men will want to use me as their personal sex

toy. A sissy is nothing but two holes for real men to use. I am nothing

but two holes for real men to use because I am nothing but a sissy

slut..."